Giving My First Blowjob On Craigslist

by Ben

What’s your gender? Man
How old are you? 19
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? England, Manchester
Highest education received: Some college (currently in college)
What’s your occupation? Unemployed
What’s your current relationship status? Single
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Just Curious
How many sexual partners have you had in your life (including oral sex)? 2
How many hookup stories have you here posted before? 0

Giving My First Blowjob On Craigslist

How long ago did this hookup happen? 2.5 years

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? Just met that day

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? He was an older guy, about 54 years old. He was a bit on the chubby side like I was. This was fine ‘cos that was type I was attracted to.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was curious about sucking dick, so I made an ad on Craigslist and said I was looking to suck anonymous, no strings attached dick. Seeing as I was quite young, I got a dozens of messages within an hour or so.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? I waited until my parents had left the house for work and made the ad. After going through a few I found the guy. We talked a bit and he came over. I had lied about my age saying I was 18, not 17. I think he knew, but he didn’t seem to care. We went up to my bedroom and he sat down on the edge of my bed. He asked if I could strip naked while he touched himself. I said yes despite my nerves and took off my clothes. He touched himself over his trousers. When I was naked, he stood up and dropped his trousers, revealing a cut 6 inch cock. I crawled over to him and took it in my hands. It felt strange to stroke my first ever cock. After a few nervous seconds, I kissed the tip and felt a trickle of precum touch my lips. He told me to suck it in a surprisingly harsh tone, which actually turned me on and made my own cock hard. I did as I was told and slowly let his dick into my mouth. I used all what I had seen in porn and swirled my tongue around the tip and sucked on it slightly. He moaned quietly. I started to stroke my own cock as well. This went on for a few minutes before he grabbed a clump of my hair and started to thrust into my mouth, and my throat. I started to gag and choke… but I kinda liked it. He started talking more as well saying things like: “suck it slut” “whore” “bitch”. Just as I thought that I couldn’t take anymore, he stopped and went back to my bed. He lay in it and motioned me to get in with him and continue to suck him. I did as he asked. While I was sucking him this time though, I felt his arm going down my back and to my asshole. Before I knew it, I felt his finger enter me. I was going to complain, but it actually felt good and made me cum all over my sheets. He forced my head down onto his cock, taking nearly all of it in my throat just before he came. His jizz filled my mouth up and a bit fell out, but I thought oh, what the hell and swallowed. It wasn’t nice, but it wasn’t that bad either. We both get dressed in silence and then he left my house.

How sexually satisfying was this hookup? Somewhat

Did you have an orgasm? Yes, one

Did your partner have an orgasm? Yes, one

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I went for a shower thinking about what happened. For the next few months, I felt ashamed and like I had been used, but with time I started to look back on it fondly. I saw the guy again in a shop, but he didn’t recognize me.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Submission / Relinquishing power

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? No one knows.

How would you best summarize people’s reactions about this hookup? Other

Did you get emotionally hurt as a result of this hookup? A little bit

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? A little bit

Why do you regret this hookup? Because I felt sad and used for a while afterwards, though I am tempted to do it again.

What was the BEST thing about this hookup? Sucking cock was pretty cool.

What was the WORST thing about this hookup? Surprise finger up my ass was interesting to say the least.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I think it’s made me prefer sex with a partner, more than with a stranger.

All things considered, how POSITIVE was this experience? Fairly positive

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? No.

What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? If it works for you, it works for you.

What do you think about the Casual Sex Project? I like it, it’s a cool idea.

You have a hookup story to share? Submit it here!